Synthesis and evaluation of new arylbenzo[b]thiophene and diarylthiophene derivatives as inhibitors of the NorA multidrug transporter of Staphylococcus aureus
2007; Elsevier BV; Volume: 15; Issue: 13 Linguagem: Inglês
10.1016/j.bmc.2007.04.023
ISSN1464-3391
AutoresJérémie Fournier Dit Chabert, Béatrice Marquez, L Neville, Lionel Joucla, Sylvie Broussous, Pascale Bouhours, Emilie David, Stéphane Pellet‐Rostaing, Bernard Marquet, Nicole Moreau, Marc Lemaire,
Tópico(s)Phenothiazines and Benzothiazines Synthesis and Activities
ResumoThe synthesis based on palladium catalytic coupling of 38 new-arylated benzo[b]thiophenes or thiophenes is described in a few steps. We also report the direct arylation of the position 3 of the benzo[b]thiophenic structure, a 'one pot' 2,5-heterodiarylation of thiophenes as well as the synthesis of precursors of amino-acids with a 2-arylated benzo[b]thiophene core. These compounds were evaluated on bacteria strains: most of them did not exhibit any antibiotic activity but were found to selectively inhibit the NorA multidrug transporter of Staphylococcus aureus. As such, they restored the activity of the NorA substrates ciprofloxacin against a resistant S. aureus strain in which this efflux pump is over-expressed.
Referência(s)